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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553961Generated: November 1, 2026

Ammonium Chloride → 9H-fluoren-9-ylmethyl (3S,5R)-3-hydroxymethyl-5-(3,4,5-trifluorophenyl)morpholine-4-carboxylate

https://huagongshe.com/reaction/553961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant9-Fluorenylmethyl chloroformateHCID 34367—
ReactantSodium BicarbonateHCID 516892—
Reactant[(3S,5R)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]methanolHCID 67373759—
SolventDichloromethaneHCID 6344—
Product9H-fluoren-9-ylmethyl (3S,5R)-3-hydroxymethyl-5-(3,4,5-trifluorophenyl)morpholine-4-carboxylateHCID 6737326399%

Reaction Steps

9-Fluorenylmethyl chloroformate (327 mg) was added to a mixed solution of [(3S,5R)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]methanol (250 mg) in dichloromethane (5 mL) and a saturated sodium bicarbonate solution (5 mL), and the reaction solution was stirred at room temperature for six hours. Dichloromethane and a saturated ammonium chloride solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: heptane->heptane:ethyl acetate=2:1) to obtain 470 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-8bf7ad4ff91b48c19369939401fb287a
Source noteuspto-grants-2011_11